Adducts of 1,4-bis[(3-methacroyl-2-hydroxypropoxy)methyl] cyclohexane and derivatives thereof with isocyanates

Abstract

Dimethacrylates are provided having the following chemical structure: <IMAGE> where <IMAGE>

What is claimed is: 
     
       1. A dimethacrylate of the following chemical structure: ##STR21## where ##STR22##  is a saturated, 6 membered, monocyclic, hydrocarbyl ring system; R 1 , R 2  and R 3  are the same or different and are hydrogen or alkyl or alkoxy groups having 1 to 12 carbon atoms; and R 4  and R 5  are the same or different and are hydrogen or groups of the formula: ##STR23##  where R 6  is an aliphatic, aromatic or cycloaliphatic group having 1 to 14 carbon atoms, provided that at least one of the groups R 4  and R 5  is a group of the formula: ##STR24##   
     
     
       2. A dimethacrylate according to claim 1 wherein R 1 , R 2  and R 3  have 1 to 4 carbon atoms. 
     
     
       3. A dimethacrylate according to claim 1 wherein R 1 , R 2  and R 3  are each hydrogen. 
     
     
       4. A dimethacrylate according to claim 1 where R 6  is a hydrocarbon or haloaryl group. 
     
     
       5. A dimethacrylate according to claim 4 wherein R 1 , R 2 , and R 3  are hydrogen or alkyl of 1 to 4 carbon atoms. 
     
     
       6. A dimethacrylate according to claim 5 wherein R 6  is a hydrocarbon group. 
     
     
       7. A dimethacrylate according to claim 6 wherein R 6  is alkyl. 
     
     
       8. A dimethacrylate according to claim 7 wherein R 1 , R 2 , and R 3  are all hydrogen. 
     
     
       9. A dimethacrylate according to claim 8 wherein R 4  is hydrogen or ##STR25## and R 5  is ##STR26## 
     
     
       10. A dimethacrylate according to claim 9 where R 4  is hydrogen. 
     
     
       11. A dimethacrylate according to claim 9 where R 4  is ##STR27## 
     
     
       12. A composite restorative material according to claim 1, wherein: (i) said at least one first monomer and said at least one third monomer each constitute from about 30% to about 50% by weight of said polymerizable material, provided that the total amount of said at least one first monomer plus said at least one third monomer constitutes from about 70% to about 80% by weight of said polymerizable material;   (ii) said at least one second monomer constitutes from about 20% to about 30% by weight of said polymerizable material; and   (iii) said ratio of said filler to said polymerizable material is from about 4:1 to about 6:1.